Asymmetric syntheses of N-substituted α-amino esters via dynamic kinetic resolution of α-haloacyl diacetone-d-glucose

Asymmetric Synthesis of Both Diastereomers of α,α′‐disubstituted Iminodiacetic Acid Derivatives Using Stereoselective Nucleophilic Substitution of α‐Bromo Esters

“…Diacetone‐ d ‐glucose‐mediated nucleophilic substitution of α‐bromo arylacetates with amine nucleophiles has been developed in our laboratory for stereoselective preparation of α‐amino acid derivatives . The chiral information of d ‐glucose is transferred via dynamic kinetic resolution in the substitution at α‐bromo carbon center with amine nucleophiles.…”

Synthesis, crystal structure and biological activity screening of novel N-(α-bromoacyl)-α-amino esters containing valyl moiety

“…8 The peptide moiety of a prodrug could be further modified by nucleophilic substitution if an α-haloacyl atom is introduced at the N-terminal end of the dipeptide. 16,17 N-(α-Haloacyl)-α-amino esters ( Fig. 1) have been shown to react readily with various amine nucleophiles in the stereoselective preparation of N-terminal functionalized dipeptide analogues.…”